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Looking for a destination playground that’s absolutely worth the drive? Possibility Playground in Port Washington, Wisconsin is one of the most impressive, inclusive, and thoughtfully designed play spaces in the state — and it’s even been recognized nationally for its creativity and accessibility.
📍 Related: See our full roundup of Must-Visit Playgrounds Around Milwaukee for even more family favorites.
About Possibility Playground
Set in Upper Lake Park overlooking Lake Michigan, Possibility Playground is a whimsical, fully accessible play space designed so kids of all abilities can play side by side. When it opened in 2008, it was the first universally accessible playground in the Milwaukee metro area — and it was later named one of USA Today’s 10 Best Playgrounds in the Country.
The playground is about the size of a football field, giving kids plenty of room to roam, explore, climb, and imagine.
What Kids Will Find Here
This playground is packed with memorable features, creative structures, and smart accessibility elements. Everything you mentioned is included — it’s simply organized and clarified for SEO and readability.
Inclusive & Accessible Design
- Double-wide ramps allow kids and caregivers using mobility devices to reach every area.
- Poured-in-place, latex-free surfacing makes it easy for wheelchairs and strollers to move throughout the playground.
- Recycled tire ground cover softens falls.
- Fully fenced-in with one entrance, making it easier for adults to keep track of kids.
Imaginative Play Structures
- Castle-themed play area with bridges, towers, and climbing features.
- Climbable pirate ship complete with waves, a rain wheel, and a motion platform.
- Tot area designed especially for ages 5 and under.
- Musical zone featuring an alligator-shaped drum and sensory play options.
- Custom monkey bars, colorful art pieces, and multiple slides and swings.
- A charming choo-choo train structure perfect for pretend play.
Unique Features Kids Love
- A moving walking bridge
- Wide, accessible ramping systems
- Bright, whimsical artwork and themed elements throughout
💡Possibility Playground is part of a whole collection of castle-inspired playgrounds we love. See our full list of the most magical castle playgrounds in Wisconsin for more family-favorite destinations. → Best Castle Playgrounds in Wisconsin
Make a Day of Your Visit
Possibility Playground is a great destination on its own, but the surrounding area makes it even better for a family outing or day trip.
Nearby Things to Do in Port Washington
- Port Washington Marina (0.5 miles away) – Beautiful boats, a lighthouse, long walking paths.
- Downtown Port Washington – Boutique shops, cafés, and restaurants on a charming main street.
- Veterans Park – Another nearby park with green space and a playground.
- Local ice cream shops – A fun post-playground treat.
- Pirates Hollow Waterpark – A great seasonal stop for warm-weather visits.
- Port Exploreum – A family-friendly museum with interactive exhibits.
📍 Visiting Port Washington?
Be sure to check out our full guide to the Best Things To Do With Kids in Port Washington — including ice cream spots, waterfront fun, and family-friendly attractions.
More Milwaukee-Area Inclusive Playgrounds
If you love Possibility Playground, you might also enjoy these other standout destinations:
- Kayla’s Playground: Here’s What You’ll Find There
- Imagination Station: Waukesha County’s Inclusive Gem
- Must-Visit Playgrounds in Milwaukee
- Northwestern Mutual Community Park in Downtown Milwaukee
Calie Herbst, Editor-in-Chief of Milwaukee With Kids, has spent over a decade combining her experiences as a parent of three to create a hub for Milwaukee’s family adventures.
Her decade-long teaching career in Milwaukee Public Schools and academic background, including a Master’s in Teaching from Marquette University and dual B.A.s in Sociology and Spanish from the University of Wisconsin – Madison, fuel her passion for inclusive and engaging family content.
Calie is also a recognized voice in local media, contributing to WISN Channel 12 News, WTMJ Wisconsin Morning News, Fox 6’s Real Milwaukee, and B93.3.
Discover more about Calie’s journey and editorial approach on her About Page and Editorial Policy Page.
